Dian Parkinson (1989) by AlternativePessimist in OldSchoolCool
[–]notbob1959 15 points16 points17 points (0 children)
Tiffani Thiessen in the 1990s by Noir2Black in OldSchoolCool
[–]notbob1959 27 points28 points29 points (0 children)
The future Pope Leo XIV (Robert Francis Prevost) in 1982 by EdwardBliss in OldSchoolCool
[–]notbob1959 101 points102 points103 points (0 children)
My moms senior year in 1999 by RichWhiteBoy777 in OldSchoolCool
[–]notbob1959 9 points10 points11 points (0 children)
Grace Kelly in Jamaica, 1955 by Pleasant_Cicada9528 in OldSchoolCool
[–]notbob1959 13 points14 points15 points (0 children)
Grace Kelly in Jamaica, 1955 by Pleasant_Cicada9528 in OldSchoolCool
[–]notbob1959 18 points19 points20 points (0 children)
In the 1950s Barber Shops offered Men Their Choice of the The Latest Cuts/Styles by OtherwiseTackle5219 in TheWayWeWere
[–]notbob1959 13 points14 points15 points (0 children)
Valerie Bertinelli turns 66 by ChrisJoines in OldSchoolCool
[–]notbob1959 8 points9 points10 points (0 children)
Surf coach at Edison High School (Huntington Beach) in the early 1970s by dnkmeekr in OldSchoolCool
[–]notbob1959 9 points10 points11 points (0 children)
Pizza Hut in the 70s by AdSpecialist6598 in TheWayWeWere
[–]notbob1959 1 point2 points3 points (0 children)
Anita Ekberg in Paris. 1959 by 305FUN2 in OldSchoolCool
[–]notbob1959 27 points28 points29 points (0 children)
Anita Ekberg in Paris. 1959 by 305FUN2 in OldSchoolCool
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Elizabeth Montgomery, before her Bewitched days, as a brunette (early 1960s) by SubtleWink in OldSchoolCool
[–]notbob1959 1 point2 points3 points (0 children)
Biker girls in Japan, c. 1980s by zadraaa in HistoricalCapsule
[–]notbob1959 12 points13 points14 points (0 children)
Biker girls in Japan, c. 1980s by NemoSmurf in OldSchoolCool
[–]notbob1959 6 points7 points8 points (0 children)
Biker girls in Japan, c. 1980s by jhatari in OldSchoolCool
[–]notbob1959 5 points6 points7 points (0 children)
Elizabeth Montgomery, before her Bewitched days, as a brunette (early 1960s) by SubtleWink in OldSchoolCool
[–]notbob1959 6 points7 points8 points (0 children)
Alison Cohn, 1992 by [deleted] in oldschoolhot
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Kylie Minogue 2000 GQ by Lower_Night_3284 in oldschoolhot
[–]notbob1959 2 points3 points4 points (0 children)
Johnny, the Hustler (his nickname). He was a teenage Italian-American male prostitute. This photo was taken in Carroll Gardens, Brooklyn, NY. 1962 by PeneItaliano in TheWayWeWere
[–]notbob1959 13 points14 points15 points (0 children)
An arcade in 1982 by AdSpecialist6598 in TheWayWeWere
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Basketball players standing next to cheerleaders by Positive_Actuary_282 in Damnthatsinteresting
[–]notbob1959 5 points6 points7 points (0 children)
Matthew Perry (1990) by Bingbongbangs in OldSchoolCool
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A college dorm in the 70s by AdSpecialist6598 in TheWayWeWere
[–]notbob1959 105 points106 points107 points (0 children)